How to Model Inter- and Intramolecular Hydrogen Bond Strengths with Quantum Chemistry.

08:00 EDT 14th August 2019 | BioPortfolio

Summary of "How to Model Inter- and Intramolecular Hydrogen Bond Strengths with Quantum Chemistry."

This article presents the computation of both inter- and intramolecular hydrogen bond strengths from first principles. Quantum chemical calculations conducted at the dispersion-corrected density functional theory level including free energy and solvation contributions are conducted for (i) one-to-one hydrogen-bonded complexes of alcohols to N-methyl pyrrolidinone measured by an infrared spectroscopy method and (ii) a set of experimental intramolecular hydrogen bond-forming phenol and pyrrole compounds, with intramolecular hydrogen bond strengths derived from a nuclear magnetic resonance method. The computed complexation free energies in solution show a correlation to experiment of R2 = 0.74 with a root mean square error of 4.85 kJ mol1. The intramolecular hydrogen bonding free energies in solution show a correlation of R2 = 0.79 with a root mean square error of 5.51 kJ mol1. The results of this study can be used as a guide on how to build reliable quantum chemical databases for computed hydrogen bonding strengths.


Journal Details

This article was published in the following journal.

Name: Journal of chemical information and modeling
ISSN: 1549-960X


DeepDyve research library

PubMed Articles [15392 Associated PubMed Articles listed on BioPortfolio]

Interactions of aggregating peptides probed by IR-UV action spectroscopy.

Peptide aggregation, the self-assembly of peptides into structured beta-sheet fibril structures, is driven by a combination of intra- and intermolecular interactions. Here, the interplay between intra...

Coarse-grained molecular dynamics simulations of α-1,3-glucan.

In this paper we present a computational study of aggregation in aqueous solutions of α-1,3-glucan captured using a coarse-grained (CG) model that can be extended to other polysaccharides. This CG mo...

Can 2-X-Ethanols Form Intramolecular Hydrogen Bonds?

For the 2-X-ethanols, where X = F, OH, or NH2, the gauche conformer is favored over the trans conformer by at least 2 kcal/mol. Initially, this preference, ∆E, was attributed to an intramolecular hy...

Hydrogen bond configuration and protonation of ground and lowest excited triplet states of 4‑amino‑4'‑nitrobiphenyl based on nanosecond transient absorption spectroscopy.

Intramolecular charge transfer (ICT) is an important photochemical process. In contrast to those in singlet manifold, triplet ICT states were less studied. In this paper, the lowest excited triplet st...

The novel excited state intramolecular proton transfer broken by intermolecular hydrogen bonds in HOF system.

2-(4-(Dimethylamino)phenyl)-3-hydroxy-6,7-dimethoxy-4Hchromen-4-one (HOF) was synthesized in experiment (Wang et al., Sensor. Actuat. B-Chem. 277 (2018) 484), and its photophysical and photochemical p...

Clinical Trials [2882 Associated Clinical Trials listed on BioPortfolio]

Personalized Quantum Sonotherapy in Regional Anesthesia

The objetive of the study is to evaluate the effect of personalized quantum sonotherapy on the level of anxiety and pain in outpatients schedule for orthopedic surgery under regional anest...

Validation of Brief Objective Neurobehavioral Detectors (BOND) in Mild TBI

The Veterans Health Administration (VHA) has stated the need for a brief screening instrument that can assist with the triage of the enormous number of returning OEF/OIF veterans with conc...

Evaluation of Anti-biofilm Effects of Ferumoxytol (Feraheme) Using an in Situ Biofilm Demineralization Model

To evaluate the effects of a clinically approved and commercially available iron oxide formulation Ferumoxytol (Feraheme®) to control cariogenic biofilms and enamel demineralization. This...

Combination of Dental Bleaching Techniques, Randomized Clinical Trial

To determine the effectiveness of combining different concentrations of hydrogen peroxide and carbamide used during tooth bleaching.

Clinical Trial to Evaluate the Safety and Tolerability of Hydrogen in Patients With Parkinson's Disease

This study is a placebo-controlled, double-blind trial that will investigate the safety and tolerability of molecular hydrogen, a promising antioxidant agent, in patients with early-stage ...

Medical and Biotech [MESH] Definitions

Enzymes of the isomerase class that catalyze the oxidation of one part of a molecule with a corresponding reduction of another part of the same molecule. They include enzymes converting aldoses to ketoses (ALDOSE-KETOSE ISOMERASES), enzymes shifting a carbon-carbon double bond (CARBON-CARBON DOUBLE BOND ISOMERASES), and enzymes transposing S-S bonds (SULFUR-SULFUR BOND ISOMERASES). (From Enzyme Nomenclature, 1992) EC 5.3.

A loose confederation of computer communication networks around the world. The networks that make up the Internet are connected through several backbone networks. The Internet grew out of the US Government ARPAnet project and was designed to facilitate information exchange.

Nanometer sized fragments (the dots) of semiconductor crystalline material which emit PHOTONS. The wavelength is based on the quantum confinement size of the dot. They are brighter and more persistent than organic chemical INDICATORS. They can be embedded in MICROBEADS for high throughput ANALYTICAL CHEMISTRY.

Enzymes of the isomerase class that catalyze reactions in which a group can be regarded as eliminated from one part of a molecule, leaving a double bond, while remaining covalently attached to the molecule. (From Enzyme Nomenclature, 1992) EC 5.5.

A 25-kDa peptidase produced by Staphylococcus simulans which cleaves a glycine-glcyine bond unique to an inter-peptide cross-bridge of the STAPHYLOCOCCUS AUREUS cell wall. EC

Quick Search

DeepDyve research library

Searches Linking to this Article